Gallocatechin gallateCAS# 5127-64-0 |
- (-)-Gallocatechin gallate
Catalog No.:BCN6328
CAS No.:4233-96-9
- (-)-Epigallocatechin gallate
Catalog No.:BCN6326
CAS No.:989-51-5
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 5127-64-0 | SDF | Download SDF |
| PubChem ID | 5276890 | Appearance | Powder |
| Formula | C22H18O11 | M.Wt | 458.37 |
| Type of Compound | Flavonoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | [(2R,3S)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate | ||
| SMILES | C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O | ||
| Standard InChIKey | WMBWREPUVVBILR-GHTZIAJQSA-N | ||
| Standard InChI | InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21+/m0/s1 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | 1. Tea catechins, mainly composed of (-)-epicatechin gallate and (-)-epigallocatechin gallate , effectively inhibit cholesterol absorption in rats. 2. Gallocatechin gallate can decrease osteoclastogenesis at 20 microM, it has positive effects on bone metabolism through a double process of promoting osteoblastic activity and inhibiting osteoclast differentiations. 3. Gallocatechin gallate and epigallocatechin gallate may have anti-diabetic effects by increasing sensitivity of insulin, and gallocatechin gallate is more active than epigallocatechin gallate. 4. Gallocatechin gallate has anti-obesity activity, it inhibits 3T3-L1 differentiation and lipopolysaccharide induced inflammation through MAPK and NF-κB signaling. 5. Gallocatechin gallate has strong antioxidative activities. |
| Targets | NF-kB | PPAR | ROS | Fatty Acid Synthase | IL Receptor | MAPK |
Gallocatechin gallate Dilution Calculator
Gallocatechin gallate Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.1816 mL | 10.9082 mL | 21.8164 mL | 43.6329 mL | 54.5411 mL |
| 5 mM | 0.4363 mL | 2.1816 mL | 4.3633 mL | 8.7266 mL | 10.9082 mL |
| 10 mM | 0.2182 mL | 1.0908 mL | 2.1816 mL | 4.3633 mL | 5.4541 mL |
| 50 mM | 0.0436 mL | 0.2182 mL | 0.4363 mL | 0.8727 mL | 1.0908 mL |
| 100 mM | 0.0218 mL | 0.1091 mL | 0.2182 mL | 0.4363 mL | 0.5454 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Effects of tea catechins, epigallocatechin, gallocatechin, and gallocatechin gallate, on bone metabolism.[Pubmed:19653629]
J Agric Food Chem. 2009 Aug 26;57(16):7293-7.
In this study, three tea catechins, epigallocatechin (EGC), gallocatechin (GC), and Gallocatechin gallate (GCG), were investigated for their effects on bone metabolism. The effects of the tea catechins on bone formation were evaluated using cultured rat osteoblast-like osteosarcoma cell line UMR-106. EGC stimulated alkaline phosphatase activity significantly at concentrations of 10 and 20 microM. The amount of mineralization also increased significantly with EGC. On another cell culture platform, EGC significantly inhibited osteoclast formations from RAW 264.7 cells upon receptor activation of nuclear factor-kappaB ligand induction on the fourth day of treatment, at a concentration of 10 microM. EGC also dose-dependently inhibited the mRNA expression of tatrate-resistant acid phosphatase. GC and GCG could decrease osteoclastogenesis at 20 microM. The present study illustrated that the tea catechins, EGC in particular, had positive effects on bone metabolism through a double process of promoting osteoblastic activity and inhibiting osteoclast differentiations.
Heat-epimerized tea catechins rich in gallocatechin gallate and catechin gallate are more effective to inhibit cholesterol absorption than tea catechins rich in epigallocatechin gallate and epicatechin gallate.[Pubmed:14640575]
J Agric Food Chem. 2003 Dec 3;51(25):7303-7.
It has been known that tea catechins, (-)-epicatechin (1), (-)-epigallocatechin (2), (-)-epicatechin gallate (3), and (-)-epiGallocatechin gallate (4) are epimerized to(-)-catechin (5), (-)-gallocatechin (6), (-)-catechin gallate (7), and (-)-Gallocatechin gallate (8), respectively, during retort pasteurization. We previously reported that tea catechins, mainly composed of 3 and 4, effectively inhibit cholesterol absorption in rats. In this study, the effect of heat-epimerized catechins on cholesterol absorption was compared with tea catechins. Both tea catechins and heat-epimerized catechins lowered lymphatic recovery of cholesterol in rats cannulated in the thoracic duct and epimerized catechins were more effective than tea catechins. The effect of purified catechins on micellar solubility of cholesterol was examined in an in vitro study. The addition of gallate esters of catechins reduced micellar solubility of cholesterol by precipitating cholesterol from bile salt micelles. Compounds 7 and 8 were more effective to precipitate cholesterol than 3 and 4, respectively. These observations strongly suggest that heat-epimerized catechins may be more hypocholesterolemic than tea catechins.
